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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16220Generated: October 27, 2026

Ammonium Acetate → 9-Amino-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/16220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 9-oxobicyclo[3.3.1]nonane-3-carboxylateHCID 19245419—
SolventMethanolHCID 887—
Product9-Amino-bicyclo[3.3.1]nonane-3-carboxylic acid methyl esterHCID 66656923—

Reaction Steps

The product of Example 7A (2.03 g, 10.38 mmol) was stirred at room temperature in the presence of ammonium acetate (8 g, 103.8 mmol) and NaBH3CN (3.3 g, 51.9 mmol) in methanol (30 mL) for twelve hours at 23° C. The solvent was then evaporated and the residue was dissolved in dichloromethane; washed with water, NaHCO3 solution, and brine; and dried (Na2SO4). After filtration and evaporation of the solvent, the amine was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737137B2
Source datasetuspto-grants-2010_06
ORD IDord-4caae9e1348f4abdab29fcccbc4f0030
Source noteuspto-grants-2010_06